(4R)-4-[(2S)-2-{[2-(1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazol-4-yl]formamido}-4-methylpentanamido]-4-{[(1S,2S)-1-{[(3S,6R,9S,12R,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid

• ChemBase编号: 133764
• 分子式: C66H103N17O16S
• 平均质量: 1422.69332
• 单一同位素质量: 1421.7489413
• SMILES: CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCCCC[C@@H](C(=O)N[C@@H](C(=O)N1)CCCN)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)C1CSC(=N1)C(C(C)CC)N)CC(=O)N)CC(=O)O)Cc1cnc[nH]1)Cc1ccccc1
• Canonical SMILES: NCCC[C@H]1NC(=O)[C@H](CCCCNC(=O)[C@H](CC(=O)N)NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC1=O)[C@H](CC)C)Cc1ccccc1)Cc1[nH]cnc1)CC(=O)O)NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@H](NC(=O)[C@@H](NC(=O)C1CSC(=N1)C(C(CC)C)N)CC(C)C)CCC(=O)O
• InChI: InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35?,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48?,52?,53-,54-/m0/s1
• InChIKey: CLKOFPXJLQSYAH-RNHDWVCBSA-N

名称和登记号

名称

• IUPAC标准名: (4R)-4-[(2S)-2-{[2-(1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazol-4-yl]formamido}-4-methylpentanamido]-4-{[(1S,2S)-1-{[(3S,6R,9S,12R,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid
• IUPAC传统名: (4R)-4-[(2S)-2-{[2-(1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazol-4-yl]formamido}-4-methylpentanamido]-4-{[(1S,2S)-1-{[(3S,6R,9S,12R,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(3H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid
• 别名: Bacitracin

登记号

• CAS号: 1405-87-4
• EC号: 215-786-2
• MDL号: MFCD00062640
• PubChem SID: 162228041; 24847312; 24891503
• PubChem CID: 6714010

理论计算性质

• Acid pKa: 3.2100034
• 质子受体: 20
• 质子供体: 17
• LogD (pH = 5.5): -7.5808387
• LogD (pH = 7.4): -7.145578
• Log P: -7.196043
• 摩尔折射率: 363.705 cm^3
• 极化性: 142.99803 Å^3
• 极化表面积: 530.87 Å^2
• 可自由旋转的化学键: 31
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Do you have solubility information on this product that you would like to share?; H2O: soluble50 mg/mL, clear to very slightly hazy, deep yellow

安全信息

• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 杂质: ≤5% water
• 生物来源: from Bacillus licheniformis
• Empirical Formula (Hill Notation): C66H103N17O16S

详细说明

Sigma Aldrich - 11702

Application
Used to study dysruption of bacterial cell wall synthesis at the level of peptidoglycan biosynthesis and isoprenyl metabolism. Also used to study the biosynthesis of sterols and squalene.
Biochem/physiol Actions
Peptide antibiotic.Antimicrobial spectrum: Gram-positive bacteria.Mode of Action: Inhibits bacterial cell wall synthesis by inhibiting dephosphorylation of lipid pyrophosphate.

Sigma Aldrich - B0125

Application
Do you have application information on this product that you would like to share?
Used to study dysruption of bacterial cell wall synthesis at the level of peptidoglycan biosynthesis and isoprenyl metabolism.
Biochem/physiol Actions
Peptide antibiotic.Antimicrobial spectrum: Gram-positive bacteria.Mode of Action: Inhibits bacterial cell wall synthesis by inhibiting dephosphorylation of lipid pyrophosphate.
Antimicrobial spectrum: Gram-positive bacteria. Bacitracin inhibits bacterial cell wall synthesis by inhibiting dephosphorylation of lipid pyrophosphate.